Diazonamide studies. A direct synthesis of the indole bis-oxazole fragment from tri-and tetra-peptides using biomimetic oxidative cyclizations

J Sperry, CJ Moody

Index: Sperry, Jonathan; Moody, Christopher J. Tetrahedron, 2010 , vol. 66, # 33 p. 6483 - 6495

Full Text: HTML

Citation Number: 16

Abstract

The oxidation of several readily prepared tryptophan containing tri-and tetrapeptides with DDQ results in a biomimetic cyclization and direct formation of the indole bis-oxazole fragment of diazonamide A, establishing that such a transformation is a viable route when considering the biosynthetic formation of the heterocyclic core of the natural product.